Development of tooth adhesive system based on methacrylamide

众所周知，自酸蚀底漆的应用可以增强树脂-牙齿界面的粘合。之前，我们研究了 N-甲基丙烯酰-omega-氨基酸 NMomegaA 作为自酸蚀底漆的功能单体的酸蚀和底漆功效。 NMomegaA 的羧酸使牙釉质和牙本质脱矿质。将 NMomegaA 溶液应用于牙本质，将树脂的粘合强度提高到 20 MPa 以上。相反，与牙釉质的最大结合强度仅为16 MPa，因为牙釉质的脱矿受到NMomegaA中的羧酸的限制。在本研究中，为了增加树脂与牙釉质的结合强度，我们合成了N-甲基丙烯酰基-3-氨乙基膦酸，NMEP作为酸性单体，并设计了N-甲基丙烯酰甘氨酸，NMGly-NMEP自蚀刻粘合剂。研究了增加 NMGly-NMEP 溶液中添加的 NMEP 量对牙齿脱矿的影响及其对牙齿粘合强度的影响。将 NMGly-NMEP 溶液应用于牙釉质时，当向 NMGly 水溶液中添加额外量的 NMEP 时，粘合强度从 16 MPa 增加到 24 MPa。这种增加是由于 NMEP 中的膦酸使牙釉质脱矿质。相反，在 NMGly 溶液中添加 NMEP 会导致与牙本质的粘合强度降低。 NMGly-NMEP 溶液中 NMEP 的最佳浓度使牙釉质和牙本质的粘合强度超过 20 MPa。

It is well understood that the application of a self-etching primer enhances the bonding at the resin-teeth interface.Previously, we examined the etching and priming efficacies of the N-methacryloyl-omega-amino acid, NMomegaA as a functional monomer for a self-etching primer. The carboxylic acid of the NMomegaA demineralized the enamel and dentin. The application of the NMomegaA solution to the dentin increased the bond strength of the resin to over 20 MPa. Conversely, the maximum bond strength to the enamel was only 16 MPa, since the demineralization of the enamel was limited by the carboxylic acid in the NMomegaA.In this study, in order to increase the bond strength of the resin to the enamel, we synthesized the N-methacryloyl-3-aminoethyl phosphonic acid, NMEP as an acidic monomer and designed an N-methacryloyl glycine, NMGly-NMEP self-etching adhesive. The effects of increasing the amounts of NMEP added to the NMGly-NMEP solution had on the demineralization of the tooth and its effects on the bond strength to the tooth were examined.The application of the NMGly-NMEP solution to the enamel resulted in an increase in the bond strength from 16 MPa to 24 MPa when additional amounts of NMEP were added to the NMGly aqueous solution. This increase was due to the phosphonic acid in the NMEP demineralizing the enamel. Conversely, the addition of the NMEP to the NMGly solution resulted in a decrease in the bond strength to the dentin. The optimal concentration of the NMEP in the NMGly-NMEP solution resulted in bond strengths of over 20 MPa for both the enamel and dentin.